Cdl Driver Jobs in Winter Garden, FL — See Openings

As of May 2026, there are 12 cdl driver openings in Winter Garden, FL. Local pay ranges from $4,200 to $10,000/year. Listings are updated daily — benefits start Day 1 for most positions.

Sysco Corporation

Sysco Local CDL-A Delivery Truck Driver(Gig)-Winter Garden

Winter Garden, FL

$6,000 - $9,000

LKQ Corporation

Winter Garden Job:LKQ Heavy Duty Auto Parts Box Truck Driver

Winter Garden, FL

$4,200 - $6,500

Best Buy Logistics

Best Buy Appliance Delivery Box Truck Driver

Winter Garden, FL

$4,830 - $6,899

PepsiCo

PepsiCo Beverage Distribution Box Truck Driver

Winter Garden, FL

$5,000 - $7,500

Old Dominion Freight Line

Old Dominion Linehaul Driver(Contract)|Winter Garden

Winter Garden, FL

$7,000 - $10,000

United States Postal Service

Class A CDL Tractor Trailer Operator - USPS

Winter Garden, FL

$5,775 - $8,400

Cintas Corporation

Cintas Uniform & Linen Box Truck Driver

Winter Garden, FL

$4,725 - $7,350

United States Postal Service

USPS Commercial Box Truck Driver (MVO)

Winter Garden, FL

$4,950 - $7,150

Sysco Corporation

Sysco Foodservice Box Truck Driver

Winter Garden, FL

$5,775 - $8,925

United Parcel Service (UPS)

UPS Commercial Box Truck Driver (Straight Truck)

Winter Garden, FL

$5,000 - $8,500

FedEx Ground Independent Contractor

FedEx Ground Box Truck Driver (Bulk/Commercial)

Winter Garden, FL

$4,860 - $7,020

XPO Logistics

XPO Logistics LTL Box Truck Driver (City P&D)

Winter Garden, FL

$4,368 - $6,552

Cdl Driver Jobs in Winter Garden — FAQ

How many cdl driver jobs are open in Winter Garden, FL?
There are currently 12+ cdl driver positions in Winter Garden, FL. New cdl driver roles are added regularly — check this page for the latest openings.
How much do cdl driver jobs pay in Winter Garden?
Cdl Driver pay in Winter Garden varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do cdl driver jobs in Winter Garden require experience?
Many cdl driver positions in Winter Garden welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for cdl driver jobs in Winter Garden?
Browse the 12+ cdl driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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Delivery Driver Jobs in Winter Garden

197 open positions

Other Driving Jobs in Winter Garden

12 open positions

Part-Time Driving Jobs in Winter Garden

10 open positions

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3 open positions

Weekend Driving Jobs in Winter Garden

2 open positions

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2 open positions

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1 open positions

Overnight Driving Jobs in Winter Garden

1 open positions

Last updated: May 08, 2026